Woodside Vacation Packages

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Your Woodside Vacation

With plenty of highlights as well as some hidden gems, this city is best experienced with a Woodside vacation package. Check out hotels located in Midtown East, which is good for shopping, cafes and nightlife. If sightseeing is part of the plan during your trip to Woodside, check out leading attractions like Brooklyn Bridge, Yankee Stadium and Citi Field. Check out Expedia's extensive range of travel options and start planning your dream vacation to Woodside now.

Top Woodside Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was CA $882, price is now CA $560 per person
CA $560
per person
Oct 7 - Oct 9
found 8 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (1,002 reviews)
This place is the bomb. Loved our suite, loved the pool and the breakfast was wonderful

Reviewed on Aug. 12, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $6,783, price is now CA $3,371 per person
CA $3,371
per person
Nov 9 - Nov 16
found 1 day ago
Roundtrip flight included
Montreal (YUL) to New York (JFK)
8.8/10 Excellent! (1,008 reviews)
Rooms are so nice and spacious. Plenty of room to enjoy indoor time. Lots of outdoor options on and near the property. Highly recommend. Beautiful views of the bridges and the city.

Reviewed on Aug. 19, 2025

Courtyard New York Manhattan/ Midtown East

Courtyard New York Manhattan/ Midtown East

3 out of 5
Manhattan
Price was CA $1,953, price is now CA $1,164 per person
CA $1,164
per person
Sep 26 - Sep 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (2,271 reviews)
Wonderful property, accesible to multiple subway stations. Walkable distance to plenty of sites and attractions. Great costumer service!

Reviewed on Aug. 20, 2025

W New York - Times Square

W New York - Times Square

4.5 out of 5
Manhattan
Price was CA $1,343, price is now CA $818 per person
CA $818
per person
Oct 24 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
8.6/10 Excellent! (1,740 reviews)
Amazing location, just off Times Square! Excellent air con, large clean rooms and comfortable beds. Nice toiletries too

Reviewed on Aug. 19, 2025

Omni Berkshire Place

Omni Berkshire Place

4 out of 5
Manhattan
Price was CA $2,164, price is now CA $1,415 per person
CA $1,415
per person
Oct 21 - Oct 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (1,945 reviews)
We had a comfy stay!

Reviewed on Aug. 18, 2025

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Woodside Hotel Deals

Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
811 7th Ave, New York, NY
Fully refundableReserve now, pay when you stay
The price is CA $232 per night from Sep 1 to Sep 2
CA $232
CA $326 total
Sep 1 - Sep 2
includes taxes & fees
7.4/10 Good! (4,332 reviews)
"Excellent"

Reviewed on Aug. 20, 2025

Sheraton New York Times Square Hotel
Hotel Edison Times Square

Hotel Edison Times Square

4 out of 5
228 W 47th St, New York, NY
Fully refundableReserve now, pay when you stay
The price is CA $179 per night from Aug 24 to Aug 25
CA $179
CA $274 total
Aug 24 - Aug 25
includes taxes & fees
8.2/10 Very Good! (4,627 reviews)
Great hotel!
"Hotel Edison is consistently outstanding. All staff is great....front desk (especially Jennifer), wait staff in the restaurant, bartenders, doormen, and housekeeping. I always stay here....staff and location are perfect."

Reviewed on Aug. 19, 2025

Hotel Edison Times Square
Hotel St. James

Hotel St. James

2.5 out of 5
109 W. 45TH ST., New York, NY
Fully refundableReserve now, pay when you stay
The price is CA $233 per night from Aug 24 to Aug 25
CA $233
CA $272 total
Aug 24 - Aug 25
includes taxes & fees
8.6/10 Excellent! (6,261 reviews)
"Staff was very friendly! Bathroom was tiny!"

Reviewed on Aug. 18, 2025

Hotel St. James
See all 11,767 properties in Woodside
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Discover the most popular places to visit in Woodside

Times Square

Times Square

New York’s infamous neon wonderland is hustle and bustle at its best, and an essential stop for all tourists.

Times Square
Central Park showing flowers, a park and a pond

Central Park

Offering blissful respite from Manhattan’s concrete jungle, this is the perfect spot to rest weary feet or enjoy a picnic.

Central Park
Ed Sullivan Theater showing a city and signage as well as a large group of people

Broadway

Visit the dazzling theater district of one of the world’s most exciting cities. Enjoy the shopping, dining and street entertainment as well.

Broadway

What to do in Woodside

SUMMIT One Vanderbilt Experience Tickets

SUMMIT One Vanderbilt Experience Tickets

CA $71
per adult
92% of travellers recommend
SUMMIT One Vanderbilt Experience Tickets
Statue of Liberty & Ellis Island Tour + Pedestal Access

Statue of Liberty & Ellis Island Tour: All Options

CA $92
per adult
94% of travellers recommend
Statue of Liberty & Ellis Island Tour: All Options
Empire State Building General & Skip-the-Line Ticket Options

Empire State Building General & Skip-the-Line Ticket Options

CA $62
per adult
88% of travellers recommend
Empire State Building General & Skip-the-Line Ticket Options
See all activities in Woodside

Frequently asked questions

How much does a Woodside vacation package cost?
Offering great value package deals from CA $560 on Expedia, you'll be surprised at how little a vacation to Woodside costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Woodside?
You're likely to find lower prices and greater availability in January, February and March. Explore our cheap Woodside vacation packages and you could score some great off-season discounts.
How many days is enough for Woodside?
Woodside vacations come in all shapes and sizes, but to really get a feel for this destination, we think 2 days is a good ballpark. In this timeframe, you can fit in top attractions like Broadway and Grand Central Terminal along with lesser-known gems. Don't skip neighbourhoods such as Manhattan and Midtown either. If you're smart with your time, you can even allow for a day trip or two from Woodside too.
How to find the best Woodside package deals?
Use Expedia's filter tool to find some of the best Woodside package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Woodside package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a Woodside vacation as a package?
You can enjoy significant savings on your next Woodside getaway by booking a personalized vacation package. Click on the "Package" heading, then enter your travel dates and destination to see some great airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Woodside?
If you have your Woodside travel dates locked in, book as soon as you can to score some terrific deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are great for travelling on a whim.
How to plan a trip to Woodside?

  1. Choose when to travel: Check your schedule and pack your bags. Your preferred time of year and the activities available will also help you decide when to escape to Woodside.
  2. Plan your budget wisely: On top of the price of your stay, you'll need to consider other expenses too. These include flights, food and transportation. Also, set aside a little extra for unexpected costs that could arise during your trip to Woodside.
  3. Decide how many days away: Start by listing all the sights and activities you want to experience in Woodside. Then, estimate how long you'll need at each, along with any travel time.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to find a Woodside vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.